Alan Jackson Songs Biggest Hits – Top 10 All-Time

Last Updated: August 7, 2023 | Written by Matthew Campbell (Editor of My Wedding Songs and wedding DJ)

My Wedding Songs is a reader-supported website. As an Amazon Associate, we earn revenue from qualifying purchases. Purchases made through links on this page may earn us a commission but also support the artists.

Alan Jackson is an American country music superstar. Alan has 35+ number-one hits and 50+ top-10 hits. Alan Jackson was inducted into the Country Music Hall of Fame in 2001.

Alan’s first album was released in 1989 and has amassed more than 14 studio albums to date.

Alan Jackson Top 10 Songs

Did you know that Alan Jackson also won an award for Best Christian Album? Yes, in 2014 the album Precious Memories Volume II won a Billboard Music Award for Best Christian Album.

Alan Jackson also won two Grammy Awards for the songs Where Were You (When the World Stopped Turning) and As She’s Walking Away with Zac Brown Band.

Spotify Alan Jackson Playlist

Song Ideas Delivered Each Week

Get music ideas you’ll actually want to play

By submitting this form you agree to receive promotional emails from My Wedding Songs about wedding music planning. You may unsubscribe at any time. Check our Privacy Policy for more information.
Join 7k+ other music and wedding lovers.
This field is for validation purposes and should be left unchanged.

Best Alan Jackson Songs List

#1 Remember When
Released in 2003 on the album Greatest Hits Volume II

The song is a look back at a man and his wife and their life together…remember when. This is also another great anniversary song.

Most Meaningful Lyrics:

Remember when the sound of little feet
Was the music we danced to week to week
Brought back the love, we found trust
Vowed we’d never give it up

song on Amazon

#2 Chattahoochee
Released in 1993 on the album A Lot About Livin’ (And a Little ‘Bout Love)

The song is about growing up and having fun – any kid in America.

Most Meaningful Lyrics:

Never knew how much that muddy water meant to me
But I learned how to swim and I learned who I was
A lot about livin’ and a little ’bout love

song on Amazon

#3 It’s Five O’Clock Somewhere
Released in 2003 on the album Greatest Hits Volume II

When is it a good time to kick back and have a drink? Anytime as it is 5 O’Clock somewhere.

Most Meaningful Lyrics:

Pour me somethin’ tall an’ strong
Make it a “Hurricane” before I go insane
It’s only half-past twelve but I don’t care
It’s five o’clock somewhere

song on Amazon

Next, see a list of Vince Gill love songs.

#4 Livin’ On Love
Released in 1994 on the album Who I Am

The song is a great anniversary song as it describes a couple through the years still in love.

Most Meaningful Lyrics:

It sounds simple, that’s what you’re thinkin’
But love can walk through fire without blinkin’
It doesn’t take much when you get enough
Livin’ on love

song on Amazon

#5 Good Time
Released in 2008 on the album Good Time

This is about a guy who wants to part after a hard day’s work.  A very popular line dance song too!

Most Meaningful Lyrics:

I’ve been workin’ all week
And I’m tired and I don’t wanna sleep
I wanna have fun
Time for a good time

song on Amazon

#6 Gone Country
Released in 1994 on the album Who I Am

The song portrays the country music scene.

Most Meaningful Lyrics:

She’s gone country, look at them boots
She’s gone country, back to her roots
She’s gone country, a new kind of suit
She’s gone counrty, here she comes

song on Amazon

Another legendary country artist to read is George Strait love songs.

#7 Country Boy
Released in 2008 on the album Good Time

The song is about a boy trying to pick up a girl because he is a country boy.

Most Meaningful Lyrics:

Climb in my bed, I’ll take you for a ride
Up city streets, down country roads
I can get you where you need to go
‘Cause I’m a country boy

song on Amazon

#8 Drive (For Daddy Gene)
Released in 2002 on the album Drive

The song is a dedication to Alan’s father and childhood memories.

Most Meaningful Lyrics:

He’d let me drive her when we haul off a load
Down a dirt strip where we’d dump trash off of Thigpen Road
I’d sit up in the seat and stretch my feet out to the pedels
Smiling like a hero that just received his medal

song on Amazon

#9 Little Bitty
Released in 1996 on the album Everything I Love

The song is about some of life’s greatest joys found in the simplicity and small things of life.

Most Meaningful Lyrics:

Well, it’s alright to be little bitty
A little hometown or a big old city
Might as well share, might as well smile
Life goes on for a little bitty while

song on Amazon

Another similar artist is to listen to a Randy Travis wedding playlist.

#10 Don’t Rock the Jukebox
Released in 1991 on the album Don’t Rock the Jukebox

The song is about a person at a bar who asks the bartender to only play country for his broken heart.

Most Meaningful Lyrics:

I don’t feel like rockin’
Since my baby’s gone
So don’t rock the jukebox
Play me a country song

song on Amazon

One of my favorite songs of Jackson’s that is not that popular but is a great song to play while fishing or sitting by the fire is “Dog River Blues“.  It is a two-step song too.

Most Meaningful Lyrics:

I’ve walked holes in both my shoes
Now I still got the river but I ain’t got you
I got the Dog River blues

song on Amazon

Alan Jackson Highest-Charting Singles

  • #1 I’d Love You All Over Again, 1991
  • #1 Don’t Rock the Jukebox, 1991
  • #1 Someday, 1991
  • #1 Dallas, 1991
  • #1 Love’s Got a Hold on You, 1992
  • #1 She’s Got the Rhythm (And I Got the Blues), 1992
  • #1 Chattahoochee, 1993
  • #1 Summertime Blues, 1994
  • #1 Livin’ on Love, 1994
  • #1 Gone Country, 1994
  • #1 I Don’t Even Know Your Name, 1995
  • #1 Tall, Tall Trees, 1995
  • #1 I’ll Try, 1996
  • #1 Little Bitty, 1996
  • #1 There Goes, 1997
  • #1 Right on the Money, 1998
  • #1 It Must Be Love, 2000
  • #1 Where I Come From, 2001
  • #1 Where Were You (When the World Stopped Turning), 2001
  • #1 Drive (For Daddy Gene), 2002
  • #1 It’s Five O’Clock Somewhere (with Jimmy Buffett), 2003
  • #1 Remember When, 2003
  • #1 Small Town Southern Man, 2007
  • #1 Good Time, 2008
  • #1 Country Boy, 2008
  • #1 As She’s Walking Away (Zac Brown Band), 2010
  • #1 Forever Country (Artists of Then, Now & Forever), 2016
  • #2 Chasin’ That Neon Rainbow, 1990
  • #2 Mercury Blues, 1993
  • #2 Who’s Cheatin’ Who, 1997
  • #2 Between the Devil and Me, 1997
  • #2 That’d Be Alright, 2002
  • #3 Here in the Real World, 1990
  • #3 Wanted, 1990
  • #3 Midnight in Montgomery, 1992
  • #3 Home, 1996
  • #3 I’ll Go On Loving You, 1998
  • #3 Little Man, 1999
  • #3 Work in Progress, 2002
  • #4 Tonight I Climbed the Wall, 1993
  • #4 (Who Says) You Can’t Have It All, 1994
  • #4 Gone Crazy, 1999
  • #5 When Somebody Loves You, 2001
  • #5 Too Much of a Good Thing, 2004
  • #5 Monday Morning Church, 2004
  • #5 A Woman’s Love, 2007

Do you have a favorite Alan Jackson song? Please share your song below in the comments.

About Matthew Campbell

DJ, Editor, Music Lover

Meet Matthew (Matt) Campbell, the passionate wedding DJ and music expert behind My Wedding Songs. With years of experience in the industry and a keen ear for the latest trends, Matt knows just what it takes to create the perfect soundtrack for your special day. From classic love ballads to upbeat party anthems, his articles are jam-packed with insider tips and top recommendations that will have you and your guests on your feet all night long.

But Matt isn’t just a music aficionado – he’s also an active member of wedding planning and DJ communities, sharing his expertise and learning from other professionals along the way. Matt is the author of the Wedding Songs Planner and has articles published on Rolling Stone, DJ Life Magazine, and DJ Times. He is a member of the Rolling Stone Culture Council and Vegas Wedding Chamber. You can listen to his tips as the host of the Wedding Songs Podcast. 

Have a correction or feedback?

Your email address will not be published. Required fields are marked *